71348-41-9Relevant articles and documents
Synthesis, cannabinoid receptor activity, and enzymatic stability of reversed amide derivatives of arachidonoyl ethanolamide
Parkkari, Teija,Savinainen, Juha R.,Raitio, Katri H.,Saario, Susanna M.,Matilainen, Laura,Sirvioe, Tuomas,Laitinen, Jarmo T.,Nevalainen, Tapio,Niemi, Riku,Jaervinen, Tomi
, p. 5252 - 5258 (2007/10/03)
Retroanandamide (2f) and its 10 analogues (1a-e, 2a-e) were synthesized and evaluated for the cannabinoid receptor activation by a [35S]GTPγS binding assay using rat cerebellar membranes, and Chinese hamster ovary cell membranes expressing huma
(-)-Echinobetaine A: Isolation, structure elucidation, synthesis, and SAR studies on a new nematocide from a Southern Australian marine sponge, Echinodictyum sp.
Capon, Robert J.,Vuong, Dat,Lacey, Ernest,Gill, Jennifer H.
, p. 179 - 182 (2008/09/18)
A nematocidal agent present in a southern Australian marine sponge of the genus Echinodictyum has been isolated and identified by detailed spectroscopic analysis and total synthesis as the novel betaine (-)-echinobetaine A (6). Preliminary SAR investigations have been undertaken.
Conformational Analysis of 5-Substituted 1,3-Dioxanes. 7. Effect of Lithium Bromide Addition
Juaristi, Eusebio,Díaz, Francisco,Cuéllar, Geiser,Jiménez-Vázquez, Hugo A.
, p. 4029 - 4035 (2007/10/03)
The position of equilibria, established by means of BF3, between diastereomeric cis- and trans-5- substituted-2-phenyl-1,3-dioxanes, in solvents THF and CHCl3, and in the presence of 0, 1, and 10 equiv of LiBr has been determined. The observed ΔG° values show that the addition of salt to the reaction medium influences the position of equilibrium. Lithium bromide effects on the conformational behavior are discussed in terms of lithium ion complexation events that lead to increased stability of the axial isomers when the substituent at C(5) is CO2H, CO2CH3, CONHCH3, and CH2- OH. By contrast, disruption of the intramolecular hydrogen bond present in the axial 5-acetamido derivative (cis-9 substituent equal to NHCOCH3) modifies the preference for the axial conformation in salt-free 9 to a net dominance of the equatorial isomer in the presence of LiBr. Interpretation of the experimental observations was based on models that are apparently supported by semiempirical AM1 calculations. The results derived from the present study contribute to our understanding of the processes involved in molecular recognition and may model salt effects in physiological events.